TOP Romantic Hotels in Windsor for 2026 - Windsor Romantic Getaways

A city skyline with a prominent casino building, a tall skyscraper, and several other high-rise buildings along a waterfront.

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Our top choices for Windsor romantic hotels

A hotel room with a large bed, a desk, a TV, and a view of a city skyline.

A modern building with a prominent Caesars sign, large windows, and a clean, white facade.

A bar area with multiple seating options, a wine rack, and a bar counter.

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

City Centre

Joanne

£58

includes taxes & fees

26 Oct - 27 Oct

An indoor swimming pool with a city view, lounge chairs, and a tiled deck.

A DoubleTree by Hilton hotel with a modern facade, large glass windows, and a landscaped entrance area.

A hotel room with a bed, a desk, a TV, a sofa, and a view of a cityscape.

A restaurant with tables set for dining, large windows offering a city skyline view, and a river in the background.

2. DoubleTree by Hilton Windsor Hotel & Suites

Downtown Windsor

Robert

£97

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a large window offering a city skyline view, a flat-screen TV, a sofa, two armchairs, a small table, and a lamp.

A spacious hotel lobby with a patterned carpet, a seating area with chairs, and a reception desk.

A spacious lobby with a modern design, featuring a reception desk, seating area, and large windows offering views of the outside.

A hotel room with a bed, a desk, a TV, a sofa, and a view of the city.

3. Best Western Plus Waterfront Hotel

Downtown Windsor

Brandie

£75

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a leather sofa, a coffee table, and a TV mounted on the wall.

A spacious living area with a leather sofa, wooden flooring, exposed ductwork, and a modern kitchen in the background.

A room with a large, ornate door, a bed, a wooden floor, and a window with a view of trees.

A rustic kitchen with exposed beams, a brick wall, and a wooden dining area with a table and chairs.

4. Unique 2-BDR Historic Warehouse Loft with Terrace and Fireplace ! ! !

Walkerville

Nicole C.

£249

includes taxes & fees

21 Oct - 22 Oct

A spacious living room with a blue sofa, a wooden coffee table, and a red chair. There is a lamp, a patterned rug, and a view of the outdoors through large windows.

A kitchen with red cabinets, a granite countertop, a built-in oven, and a white refrigerator.

A dining room with a wooden table and chairs, a chandelier, and a fireplace.

A two-story brick house with a front porch, a stone foundation, and a well-maintained lawn.

5. The Woodbridge House

Kingsville

Rachel

£87

includes taxes & fees

1 Nov - 2 Nov

Two wooden Adirondack chairs facing a rocky shoreline with a wooden dock extending into calm waters.

A bedroom with a wooden bed, two pillows, a bedside lamp, and a window with a view of the ocean.

A compact kitchen with a coffee maker, toaster, and a small refrigerator. There are wooden cabinets and a brick wall in the background.

A wooden pier extending into a body of water with a rocky shoreline.

6. LOFT Escape Apartment - Onsite Beach Dock Waterfront Boat Ramp

Amherstburg

Katrina H.

£138

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, bedside table, lamp, and a window with curtains.

A modern living room with a flat-screen TV mounted on the wall, a round coffee table, and two leather sofas.

A two-story house with a black exterior, a garage, and a wooden staircase leading to a deck.

A modern kitchen with white cabinets, a stainless steel stove, and a wooden dining table.

7. Gem on Prospect

Kingsville

John C.

£144

includes taxes & fees

18 Oct - 19 Oct

A residential area with a house, a dock, and a small boat.

A cozy living room with a stone fireplace, a black leather sofa, a wooden dining table, and a black leather couch.

A beach at sunset with waves gently lapping onto the shore.

A serene lakeside view with a white picket fence, lush greenery, and a calm body of water.

8. The Cedar House. Minutes from the lake, wineries and golf. www.thecedarhouse.ca

Kingsville

Peter C.

£211

includes taxes & fees

23 Oct - 24 Oct

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Find out more about Windsor

Windsor attractions for couples

Windsor, Ontario, offers a fascinating blend of culture and entertainment perfect for adventurous families. Start your exploration at the stunning Windsor Sculpture Park, where you can stroll along the waterfront, admiring over 30 large-scale sculptures while soaking in views of the Detroit skyline. Next, head to the vibrant Caesars Windsor, a premier entertainment venue a luxurious hotel, a concert theatre, and top dining options, making it a great spot for some family-friendly fun. For a taste of local history, visit the Canadian Club Brand Centre, where you can take a guided tour to learn about the legacy of Canadian whisky and even enjoy a tasting session. Don’t miss the beauty of the Windsor-Essex region with a drive through the picturesque vineyards of the nearby Pelee Island, renowned for its award-winning wines. Finally, the Adventure Bay Family Water Park is a must for families, featuring thrilling water slides and a lazy river, ensuring a day of splashes and laughter. For your stay, consider the area around the waterfront where hotels like the Best Western Plus Waterfront Hotel offer comfortable accommodations with stunning views of the Detroit River, along with convenient access to attractions and attentive service that caters to your every need.

Find the best romantic hotels in Windsor

For those seeking a romantic escape in Windsor, Ontario, these hotels provide the perfect backdrop for a memorable getaway. Each hotel offers unique amenities that enhance the romantic experience, ensuring a lovely stay for couples.Stonecroft Inn

Why it's great for a couples retreat: Stonecroft Inn is an ideal choice for couples looking to enjoy a charming and intimate atmosphere, an impressive guest review rating of 9.4. This quaint hotel offers a peaceful retreat with hydromassage showerheads to help guests unwind after a day of exploring the local area. Couples will appreciate the complimentary toiletries provided, adding a touch of luxury to their stay.
Other amenities: In addition to its romantic appeal, Stonecroft Inn features essential amenities such as free self-parking and air conditioning for added comfort. Guests can also take advantage of nearby locations for leisurely strolls or explore the surrounding attractions together, creating cherished memories in this lovely setting.
Neighborhood: South Windsor
Nearby attractions: Adventure Bay Family Water Park - 6 km, Detroit Windsor Tunnel - 5.7 km

TownePlace Suites by Marriott Windsor

Why it's great for a couples retreat: TownePlace Suites by Marriott Windsor is a fantastic option for couples looking for a romantic and comfortable stay, securing a guest review rating of 9.2. The hotel features premium suites with river views, perfect for enjoying quiet moments together. Guests can also relish the convenience of a kitchenette, allowing for intimate meals to be shared in the comfort of their room.
Other amenities: In addition to its romantic atmosphere, the hotel provides amenities such as free breakfast options, a fitness centre, and housekeeping services to ensure a stress-free stay. With nearby golf locations and easy access to local attractions, this hotel is well-suited for couples looking to reconnect and create lasting memories.
Neighborhood: Downtown Windsor
Nearby attractions: Adventure Bay Family Water Park - 0.3 km, Detroit Windsor Tunnel - 0.7 km

Holiday Inn Express Windsor Waterfront by IHG

Why it's great for a couples retreat: Holiday Inn Express Windsor Waterfront is a charming hotel that offers a warm and welcoming atmosphere for couples, with a guest review rating of 8.6. Enjoy beautiful river views from the comfort of your room while indulging in a complimentary breakfast each morning. The indoor pool provides a perfect spot for a refreshing dip and romantic relaxation.
Other amenities: This hotel also boasts convenient amenities such as nearby parking, fitness facilities open 24/7, and a cozy fireplace in select rooms. With options for both self-parking and a complimentary breakfast, couples can easily plan their memorable getaway while exploring the romantic sights of Windsor.
Neighborhood: Downtown Windsor
Nearby attractions: Adventure Bay Family Water Park - 0.5 km, Caesars Casino - 0.4 km

Caesars Windsor

Why it's great for a couples retreat: For an indulgent romantic getaway, Caesars Windsor stands out with its luxurious amenities and a solid guest review rating of 8.6. Couples can enjoy a relaxing evening in the hot tub or unwind by the indoor pool after a day of exploring. The spacious rooms feature premium bedding and stunning river views, creating a perfect ambiance for romance.
Other amenities: Additional features include secure valet parking, a full-service spa for rejuvenating treatments, and a health club for fitness enthusiasts. Guests also benefit from late check-out options to maximise their stay, designer toiletries for an upscale touch, and convenient access to nearby golf lessons, making it a perfect choice for couples looking to relax and connect.
Neighborhood: City Centre
Nearby attractions: Adventure Bay Family Water Park - 0.9 km, Caesars Casino - 0 km

Top Windsor Hotel Reviews

Caesars Windsor Hotel & Casino - A Caesars Rewards Destination

10/10 Excellent

"Great hotel we really enjoyed our stay."

Best Western Plus Waterfront Hotel

10/10 Excellent

"I loved the view! The room was bright, clean, and comfortable, with a cozy bed and great pillows. The location was excellent, and the front desk staff were very friendly and welcoming. I had a wonderful stay!"

Frequently asked questions

Searching for romantic hotels in Windsor?

If you and your partner need a romantic escape, we've got just the ticket. Couples choose Windsor for its stunning river views and top-notch restaurants. If you're a pair that loves cultural attractions, you might check out The Colosseum at Caesars Windsor, Chrysler Theatre or Art Windsor-Essex. Whether you're a couple that picks a place to stay to be close to top sights or you're looking for special in-room perks, you might consider checking out these 2 romantic accommodation choices in Windsor.

When is the best time of year for a romantic getaway to Windsor?

If you're looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Windsor: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Windsor is 1001 mm.

What is there to do in Windsor?

There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all that Windsor has to offer. If you and your partner are interested in sampling the local food and drinks, you'll love Windsor for its array of dining options and bar scene. You might think about stopping by Detroit Windsor Tunnel, The Colosseum at Caesars Windsor or Caesars Casino while you're seeing the sights.

What's the best way to get to Windsor and around town during my romantic getaway?

These transportation options in Windsor might help your romantic getaway go off without a hitch: Make your way to Windsor with a flight to Windsor, ON (YQG), which is the closest major airport located 4.8 mi (7.7 km) from the city centre. If you want to explore the larger area, hop aboard a train at Windsor Station.

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Our top choices for Windsor romantic hotels

1. Caesars Windsor Hotel & Casino - A Caesars Rewards Destination